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Merck
CN

A9855

3-Acetyl-11-keto-β-boswellic acid

from Boswellia serrata

Synonym(s):

AKBA

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About This Item

Empirical Formula (Hill Notation):
C32H48O5
CAS Number:
Molecular Weight:
512.72
MDL number:
UNSPSC Code:
12352106
NACRES:
NA.25
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biological source

Boswellia serrata

Quality Segment

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O([C@H]1[C@]([C@H]2[C@@]([C@@H]3[C@]([C@@]4(CC[C@@]5([C@@H]([C@H]([C@@H](CC5)C)C)C4=CC3=O)C)C)(CC2)C)(CC1)C)(C)C(=O)O)C(=O)C

InChI

1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23-,24-,25+,26-,28-,29+,30-,31-,32-/m1/s1

InChI key

HMMGKOVEOFBCAU-BCDBGHSCSA-N

General description

Acetyl-11-keto-β-boswellic acid (AKBA) is extracted from the resin of Boswellia serrata.

Application

3-Acetyl-11-keto-β-boswellic acid (AKBA) has been used:
  • to test its effects as an anti-proliferating agent on hepatic stellate cells (HSCs) proliferation and synergism in combination with imatinib in in vitro models
  • to study its anti-osteoporotic activity on ovariectomy-induced osteoporosis in female Sprague Dawley rats
  • in a comparative study with aspirin to test its effects as an anti-inflammatory drug to prevent intestinal adenomatous polyposis in APCMin/+ mice

Biochem/physiol Actions

Acetyl-11-keto-β-boswellic acid (AKBA) displays antibacterial and anti-biofilm activities against Staphylococcus epidermidis and S. aureus, respectively. It is an activator of nuclear factor erythroid-2-related factor 2 (Nrf2) and exerts neuroprotective properties against ischemic injury in both in vitro and in vivo studies.
Acetyl-11-keto-beta-boswellic acid is a pentacyclic triterpene that inhibits 5-lipoxygenase in a selective, enzyme-directed, nonredox, and noncompetitive manner. It has also been shown to inhibit topoisomerase I and NF-κB signaling.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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